(1R,2S,5R,6R,10S,11R,14R,15R,18S,19S)-10-[[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]-6,10,14,15,20,20-hexamethyl-21-oxahexacyclo[17.3.2.01,18.02,15.05,14.06,11]tetracosan-22-one

Details

• Internal ID: cbe427a1-5a0d-43e6-8bcf-aeca2ea3524f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1R,2S,5R,6R,10S,11R,14R,15R,18S,19S)-10-[[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]-6,10,14,15,20,20-hexamethyl-21-oxahexacyclo[17.3.2.01,18.02,15.05,14.06,11]tetracosan-22-one
• SMILES (Canonical): CC1(C2CCC3(C2CCC4(C3CCC5C4(CCC6C5(CCCC6(C)COC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)OC9C(C(C(O9)CO)O)O)C)C)C)C(=O)O1)C
• SMILES (Isomeric): C[C@@]1(CCC[C@]2([C@H]1CC[C@@]3([C@@H]2CC[C@H]4[C@]3(CC[C@@H]5[C@]46CC[C@@H]5C(OC6=O)(C)C)C)C)C)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](O9)CO)O)O
• InChI: InChI=1S/C47H76O17/c1-42(2)22-11-17-47(41(57)64-42)23(22)10-15-46(6)29(47)9-8-28-44(4)14-7-13-43(3,27(44)12-16-45(28,46)5)21-59-40-37(63-39-35(55)31(51)25(19-49)61-39)34(54)32(52)26(62-40)20-58-38-36(56)33(53)30(50)24(18-48)60-38/h22-40,48-56H,7-21H2,1-6H3/t22-,23-,24+,25-,26+,27-,28+,29-,30+,31-,32+,33-,34-,35+,36+,37+,38+,39-,40+,43+,44-,45+,46+,47+/m0/s1
• InChI Key: YEVIDQAOCZPNBN-NKSMWRHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₇
• Molecular Weight: 913.10 g/mol
• Exact Mass: 912.50825095 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 0.88
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5657	56.57%
Caco-2	-	0.8877	88.77%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7788	77.88%
OATP2B1 inhibitior	-	0.8766	87.66%
OATP1B1 inhibitior	+	0.8390	83.90%
OATP1B3 inhibitior	+	0.9214	92.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7067	70.67%
P-glycoprotein inhibitior	+	0.7491	74.91%
P-glycoprotein substrate	-	0.6896	68.96%
CYP3A4 substrate	+	0.7237	72.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.9523	95.23%
CYP2C9 inhibition	-	0.8384	83.84%
CYP2C19 inhibition	-	0.8391	83.91%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.9014	90.14%
CYP2C8 inhibition	+	0.6233	62.33%
CYP inhibitory promiscuity	-	0.9486	94.86%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6596	65.96%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9077	90.77%
Skin irritation	-	0.7218	72.18%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7531	75.31%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7558	75.58%
skin sensitisation	-	0.9276	92.76%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8074	80.74%
Acute Oral Toxicity (c)	I	0.5225	52.25%
Estrogen receptor binding	+	0.7919	79.19%
Androgen receptor binding	+	0.7707	77.07%
Thyroid receptor binding	-	0.5937	59.37%
Glucocorticoid receptor binding	+	0.6370	63.70%
Aromatase binding	+	0.6388	63.88%
PPAR gamma	+	0.7314	73.14%
Honey bee toxicity	-	0.7317	73.17%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.9141	91.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.35%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.59%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.34%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.11%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.54%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.44%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.49%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.45%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	89.29%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.07%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.36%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.68%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.18%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	86.17%	94.75%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.76%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.04%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.36%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.78%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.64%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.30%	89.00%
CHEMBL1871	P10275	Androgen Receptor	83.25%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.19%	94.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.76%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.16%	95.83%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.61%	100.00%

Plants that contains it

• Deparia lancea

Cross-Links

• PubChem: 101686908
• LOTUS: LTS0033468
• wikiData: Q105347421